Can you open more than one account, like 1 per year? That way you can roll over the old ones at the same time as you open a new one.

Has anyone done a rolling contribution and rollover? Is this ok to do? So for example, let's say I contribute $4000 on 1/1/15. By 1/1/17 I should be able to transfer my money into another 529 plan. And let's say I contribute $4000 every year. So then starting in 1/1/17, I will transfer $4k + gains into a new 529, on 1/1/18 I will transfer the next contribution from the following year into that new 529 etc. So that the money always stays in for 2 years minimum but as soon as each contribution hits the 2 year anniversary, it gets rolled out into a decent 529 plan. Would love some advice!

I seem to recall reading somewhere that any money put into the DC 529 must stay there for 2 years before being rolled out, if you want to avoid the tax penalty. So for example, if you put in money on 1/1/15, you can roll it out on 1/1/17. If you wait until 6/1/16 to contribute, that money must stay until 6/1/18. Makes sense I suppose.

DC's investment options and charges are really terrible. I emailed them a while ago to complain, and they responded that they're planning to renegotiate fees with the investment firm this summer. Please write to encourage them to switch to Vanguard or some other low-cost provider.

I know you can roll over a DC 529 account to another state 529 plan without repaying any of the DC tax deduction once the account has been open for at least two years. What if you contribute additional funds to the DC 529 a year after opening the account? Do you need to wait an additional two years (three total) to roll it over without tax consequence?